How To…

Ask (Smart) Questions After a Pitch

WITH ARIELLE LAND AND EMILY MCBRIDE

As an angel investor, asking the right questions after a pitch is crucial to making informed investment decisions. But how do you go beyond surface-level inquiries to uncover key insights about a startup’s potential, risks, and leadership?

In this session, we’ll break down the art of asking thoughtful, strategic questions that help you assess opportunities with confidence. What you’ll learn:

  • The types of questions that reveal a founder’s vision, strategy, and adaptability

  • How to assess risk, market opportunity, and scalability through post-pitch discussions

  • Red flags and green flags to watch for in founders' responses

  • Best practices for engaging in meaningful dialogue with entrepreneurs

Whether you’re a new or experienced investor, this webinar will equip you with the tools to navigate pitch Q&As effectively.

JUNE 18, 2025
12:00 – 1:00 PM MT

Register here

After a pitch, the questions you ask can make all the difference in uncovering a startup’s true potential—or spotting red flags before you invest.

In this webinar, we’ll show you how to move beyond generic inquiries and ask strategic, insightful questions that reveal key details about a founder’s vision, business model, and execution strategy. Whether you're new to angel investing or looking to refine your approach, this session will give you the tools to assess opportunities with confidence and clarity.

Don’t just listen to the pitch—learn how to ask the right questions and invest smarter!

Smart investors ask smart questions

About the Speakers

Arielle Land

Program Director, Movement51

Connect with Arielle on LinkedIn.

Arielle is the Swiss army knife of enablement, with a strategic marketing background, a knack for understanding people’s motivations, and a proven track record in building programs and systems to scale for greater impact in B2B tech, SaaS, and B2C environments.

As a high-impact, innovative, and energetic community builder, Arielle leads influential experience programs at Movement51 that reflect business needs, enable internal teams, and unlock customer potential.

Emily Mcbride

Program Manager, Movement51

Connect with Emily on LinkedIn.

Meet Emily, a Health Sciences graduate with a passion for high-altitude physiology who unexpectedly found themselves thriving in the dynamic world of startups. After a captivating research stint in Nepal, Emily graduated in 2018, she embraced the fast-paced environment of a local startup in Calgary.

Emily excels as a strong communicator, building lasting relationships and prioritizing operations across diverse settings. With a proven ability to plan and coordinate, Emily brings enthusiasm and drive to connect and build diverse communities. Beyond the professional sphere, you can find Emily throwing pottery, playing beach volleyball, skiing, indulging in a good read in her spare time, and enjoying moments of coziness while cuddling with her kitties.

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